Oxidation Products of Phenolic Thiocolchicines: Ring a Quinones and Dienones

Abstract
An improved, highly selective demethylation of thiocolchicine (1) to the diphenol 5 is described. Oxidation of 2 to para-quinone 6 and of 4 and 5 to ortho-quinones 8 and 10 is first reported. Also, 2-demethylthiocolchicine (3) was oxidized to the quinone methide 7.